DESIGN, SYNTHESIS, AND FUNGICIDAL ACTIVITY EVALUATION OF 2-METHYL-5-PHENYLTHIAZOLE-4-CARBOXAMIDES BEARING MORPHOLINE, THIOMORPHOLINE, OR THIOMORPHOLINE 1,1-DIOXIDE MOIETY

Abstract

A series of 2-methyl-5-phenylthiazole derivatives were designed, synthesized, and characterized by ¹H, ¹³C NMR spectra and HRMS. Subsequently, their antifungal activity was evaluated, and the bioassay results showed that almost all title compounds possess potential fungicidal activity against B. cinerea. [5-(4-Chlorophenyl)-2-methylthiazol-4-yl](morpholin-4-yl)methanone and {2-methyl-5-[4-(trifluoromethyl)phenyl]thiazol-4-yl}(thiomorpholin-4-yl)methanone displayed EC50 values of 19.6 mg/l and 15.6 mg/l respectively, against B. cinerea, showing higher potency than that of hymexazol.